Li Zongwei, Fan Lin, Liu Guodu
Inner Mongolia Key Laboratory of Fine Organic Synthesis, College of Chemistry and Chemical Engineering, Inner Mongolia University, 24 Zhaojun Road, Hohhot 010030, China.
Org Biomol Chem. 2024 Jun 12;22(23):4592-4612. doi: 10.1039/d4ob00457d.
There are many fluorinated quaternary carbon structural units in pharmaceuticals and bioactive compounds. Organic chemists are interested in the stereoselective synthesis of fluorinated quaternary carbon structural units. Constructing a fluorinated quaternary carbon stereocenter can be achieved directly and efficiently by the asymmetric catalytic reaction of fluorinated compounds as substrates. This approach aims to construct fluorinated quaternary carbon stereocenters while diversifying the types of fluorinated compounds. This review introduces a series of reactions for synthesizing fluorinated quaternary carbon chiral centers through asymmetric organic catalysis and transition metal catalysis, including alkylation, arylation, Mannich, Michael addition, and allylation reactions. This work will contribute to the development of the synthesis of fluorinated quaternary carbon chiral center-containing compounds in the future.
药物和生物活性化合物中存在许多含氟季碳结构单元。有机化学家对含氟季碳结构单元的立体选择性合成感兴趣。通过以含氟化合物为底物进行不对称催化反应,可以直接且高效地构建含氟季碳立体中心。该方法旨在构建含氟季碳立体中心的同时使含氟化合物的类型多样化。本综述介绍了一系列通过不对称有机催化和过渡金属催化合成含氟季碳手性中心的反应,包括烷基化、芳基化、曼尼希反应、迈克尔加成反应和烯丙基化反应。这项工作将有助于未来含氟季碳手性中心化合物合成的发展。